You are the parent.
My girl is only almost 13. I have already informed her that as long as
she's in my house, all her personal stuff is accessable to me. Meaning, I will
most definitely give her her privacy, but if I ever feel it's necessary to read
or go through her stuff, then that's what's going to happen.
I do read most of her emails,they come through my account, I know she's
younger than your son, but I am setting this standard now, so that when
she's that age, it doesn't come as a surprise to her.
I understand you are feeling guilty, it's because you're "sneaking" without
him knowing. I wonder if you could talk with him, although, that may just
blow up the situation. Then he'll really clam up.
It's obviously not wrong for you to read your kid's emails, I think it's just hard
because you are doing it without having a previous standard set? So now,
he's expecting he has this world to himself, and then unknowingly you are
entering into this world. Hmmmmm.
I would pray about a talk with him. Pray about how to talk with him. Or if.
Sixteen is too young to be dating a 19 year old, and you not being involved
in this relationship. He doesn need privacy, but he also needs your involvment.
Keep checking his emails.